1 & 2 really depend on what hardware you have. But if you get 1 & 2 today from Ubuntu, I'm willing to bet that you'll get exactly that from Debian as well.
3 hasn't been a thing for a few years now. `Xorg.conf` technically still exists, but the normal display configuration flow doesn't touch it.
4 is better in Debian than it is in Ubuntu, in my opinion. Updates are really painless and well done. But notice that the cycle is different: Ubuntu gives you 6 months release cycles and an LTS every 2 years. Debian gives you a "when it's ready" release cycle with a expected time of 3-4 years, and two rolling releases. That is, "stable" is like a LTS release. If you're running a desktop system, you should probably use "testing", despite the name.